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Hotels in Middlesboro

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Choose from 314 Middlesboro Hotel Deals

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 4 min drive from Middlesboro ARH Hospital
The price is $99 per night from Jan 6 to Jan 7
$99
includes taxes & fees
Jan 6 - Jan 7, 2025
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (662 reviews)
"Outstanding breakfast!"

Reviewed on Dec 16, 2024

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 20 min walk from Middlesboro ARH Hospital
The price is $93 per night from Jan 12 to Jan 13
$93
includes taxes & fees
Jan 12 - Jan 13, 2025
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (355 reviews)
"Elevator to upper floors was nice esp if you have lots of luggage or are unable to do stairs. Bed was very comfortable, hot water was hot and for a decent shower, room was very clean and updated. 2 places to eat-Mexican Food and Drive in that were easy to walk to. Continental breakfast was very accommodating. ..."

Reviewed on Dec 16, 2024

Econo Lodge Middlesboro
Boone Trail Inn
Boone Trail Inn
2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
  • 5 min drive from Middlesboro ARH Hospital
The price is $86 per night from Dec 24 to Dec 25
$86
includes taxes & fees
Dec 24 - Dec 25
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (75 reviews)
"Check-in was quick, the room was clean, and the staff was very helpful. I was doubtful at first but had an amazing experience. Bed was comfortable and fast wifi."

Reviewed on Oct 29, 2024

Boone Trail Inn
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
  • 28 min drive from Middlesboro ARH Hospital
The price is $65 per night from Dec 29 to Dec 30
$65
includes taxes & fees
Dec 29 - Dec 30
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (894 reviews)
"Older place but clean and very comfortable beds. Location and price good as well"

Reviewed on Dec 21, 2024

Days Inn by Wyndham Jellico - Tennessee State Line
Holiday Inn Express Williamsburg, an IHG Hotel
Holiday Inn Express Williamsburg, an IHG Hotel
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 41 min drive from Middlesboro ARH Hospital
The price is $126 per night from Jan 21 to Jan 22
$126
includes taxes & fees
Jan 21 - Jan 22, 2025
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (878 reviews)
"Breakfast was excellent with a wide variety of options. The chais lounge in my room was great for reading."

Reviewed on Dec 21, 2024

Holiday Inn Express Williamsburg, an IHG Hotel
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 53 min drive from Middlesboro ARH Hospital
The price is $95 per night from Dec 26 to Dec 27
$95
includes taxes & fees
Dec 26 - Dec 27
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (276 reviews)
"Did not like the fact the pool closes very early, I’ve never been to a hotel pool that closed before 9pm so that was disappointing"

Reviewed on Nov 26, 2024

Quality Inn
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
  • 6 min drive from Middlesboro ARH Hospital
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
7.8/10 Good! (554 reviews)
"Staff was very accommodating."

Reviewed on Jul 5, 2024

Cumberland Gap Inn
Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 52 min drive from Middlesboro ARH Hospital
The price is $60 per night from Jan 12 to Jan 13
$60
includes taxes & fees
Jan 12 - Jan 13, 2025
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (192 reviews)
"Lock was broken on our first room so after returning to the office 3 times we got a different room. Helpful and friendly and quick at resolving the problem"

Reviewed on Dec 15, 2024

Rodeway Inn
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 24 min drive from Middlesboro ARH Hospital
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (543 reviews)
"The staff was friendly and good atmosphere!"

Reviewed on Sep 22, 2024

Pine Mountain State Resort Park
Best Western Wilderness Trail Inn
Best Western Wilderness Trail Inn
2.5 out of 5
1476 S US Highway 25E, Barbourville, KY
  • 43 min drive from Middlesboro ARH Hospital
The price is $125 per night from Dec 24 to Dec 25
$125
includes taxes & fees
Dec 24 - Dec 25
Stay at this hotel in Barbourville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Barbourville Water Park and Dr Thomas Walker State ...
8.2/10 Very Good! (233 reviews)
"The room was clean. Property was clean as well."

Reviewed on Dec 10, 2024

Best Western Wilderness Trail Inn
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 6 min drive from Middlesboro ARH Hospital
The price is $169 per night from Jan 2 to Jan 3
$169
includes taxes & fees
Jan 2 - Jan 3, 2025
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (146 reviews)
"Absolutely wonderful!!!"

Reviewed on Dec 6, 2024

The Olde Mill Inn Bed & Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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